Beach Hotels in Chestertown, New York

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Check availability on Chestertown Beach Hotels

Our top choices for Chestertown beach hotels

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (103 reviews)
The price is P8,545
P9,485 total
includes taxes & fees
May 17 - May 18
Friends Lake Inn

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (146 reviews)
  • cleanliness
    Unwind just a minute from the sandy shores of Loon Lake, where a serene beach retreat awaits with beach toys, firepit, and hiking trails.
The price is P10,746
P11,928 total
includes taxes & fees
May 16 - May 17
Pine Tree Motel & Cabins

The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (679 reviews)
  • cleanliness
    Escape to the shore just steps away from this alpine retreat, where sandy beaches meet adventure on the water.
The price is P6,733
P8,130 total
includes taxes & fees
May 17 - May 18
The Alpine Lodge

The Juliana Resort

The Juliana Resort
2.5 star property
Diamond Point
8.8 out of 10, Excellent, (180 reviews)
  • cleanliness
    Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.
The price is P5,649
P6,271 total
includes taxes & fees
May 17 - May 18
The Juliana Resort

Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (451 reviews)
The price is P6,733
P9,621 total
includes taxes & fees
May 20 - May 21
Lodge at Schroon Lake

Studio Motel

Studio Motel
2.0 star property
Lake George
8.6 out of 10, Excellent, (949 reviews)
  • cleanliness
    Escape to sun-soaked bliss with a short stroll to Million Dollar Beach and poolside relaxation.
The price is P4,851
P5,545 total
includes taxes & fees
May 17 - May 18
Studio Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at beach hotels in Chestertown

Top Chestertown Hotel Reviews

Frequently asked questions

What is Chestertown like for travelers who love the beach?
Known for its lakeside setting, Chestertown offers a lot for the traveler planning a getaway.
What's the best accommodation to stay near the beach in Chestertown?
The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach.
When's the best time for a beach vacation in Chestertown?
Plan your trip to the beach with a look at the seasons in Chestertown: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What is there to see and do around Chestertown?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. If you're eager to check out the beaches, head to Veterans Memorial Park Beach or Rogers Memorial Park Beach for some relaxation by the water. Discover the area's lakeside setting, and make time for local attractions like Loon Lake Beach and Friends Lake. Other things to see and do in the area are Loon Lake and Hudson River.
What's the best way to get to my beach hotel in Chestertown?
Here's some information to help you get to and around your beach accommodation in Chestertown more easily: Make your way to Chestertown with a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), the closest major airport which is located 23.6 mi (38 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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